3-Bromo-1H-pyrazol-5-amine

Base Information

• Chemical Name: 3-Bromo-1H-pyrazol-5-amine
• CAS No.: 950739-21-6
• Molecular Formula: C₃H₄BrN₃
• Molecular Weight: 161.989
• Hs Code.: 2933199090
• Mol file: 950739-21-6.mol

Synonyms:RW3294;QC-94;3-bromo-5-aminopyrazole;3-Bromo-1H-pyrazol-5-amine;5-bromo-2H-pyrazol-3-ylamine;5-bromo-2H-pyrazol-3-amine;

Chemical Property of 3-Bromo-1H-pyrazol-5-amine

Chemical Property:

• Boiling Point: 384.2±22.0 °C(Predicted)
• PKA: 12.16±0.10(Predicted)
• PSA: 54.70000
• Density: 2.039±0.06 g/cm3(Predicted)
• LogP: 1.33560
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Bromo-1H-pyrazol-5-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Bromo-1H-pyrazol-5-amine is used as a reactant in near-IR fluorescence imaging probe that preferentially binds to cannabinoid receptors CB2R over CB1R.

Technology Process of 3-Bromo-1H-pyrazol-5-amine

There total 1 articles about 3-Bromo-1H-pyrazol-5-amine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 32.0%

3,4-dibromo-5-nitro-1H-pyrazole (104599-37-3) → 5-amino-3-bromo-1H-pyrazole (1203705-55-8,950739-21-6)

Guidance literature:

With tin(II) chloride dihdyrate; In ethanol; ethyl acetate; at 110 ℃; for 0.75h;

Reference yield: 93.8%

5-amino-3-bromo-1H-pyrazole (1203705-55-8,950739-21-6) + C19H18N2O3S → C20H13BrN4O2S

Guidance literature:

With acetic acid; at 80 ℃; for 8h;

DOI:10.1016/j.ejmech.2020.112519

Reference yield: 54.2%

dimethyl 2-acetylsuccinate (10420-33-4) + 5-amino-3-bromo-1H-pyrazole (1203705-55-8,950739-21-6) → methyl 2-(2-bromo-7-hydroxy-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)acetate (1364597-15-8)

Guidance literature:

toluene-4-sulfonic acid; In xylene; for 8h; Reflux;

upstream raw materials:

3,4-dibromo-5-nitro-1H-pyrazole

Downstream raw materials:

methyl 2-(2-bromo-7-hydroxy-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)acetate

2-bromopyrazolo[1,5-α]pyrimidin-5(4H)-one

Refernces

• 1、 Moy, Franklin J.,Lee, Arthur,Gavrin, Lori Krim,Xu, Zhang Bao,Sievers, Annette,Kieras, Elizabeth,Stochaj, Wayne,Mosyak, Lidia,McKew, John,Tsao, Désirée H. H.. "Novel synthesis and structural characterization of a high-affinity paramagnetic kinase probe for the identification of non-ATP site binders by nuclear magnetic resonance". experimental part. p. 1238 - 1249. Retrieved 2010/07/18.